Stannous Chloride → 2-amino-5-fluoro-3-methylbenzoic acid

HRID 61267노트

반응식

HRID 61267 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH3:14])[C:5]([N+:11]([O-])=O)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].Cl[Sn]Cl.C([O-])(O)=O.[Na+]>CCOC(C)=O>[NH2:11][C:5]1[C:4]([CH3:14])=[CH:3][C:2]([F:1])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

참가 물질

5

반응물 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 534307765-Fluoro-3-methyl-2-nitrobenzoic acid

생성물 1

HCID 289741642-amino-5-fluoro-3-methylbenzoic acid

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
70 °C

실험 절차

A mixture of 5-fluoro-3-methyl-2-nitrobenzoic acid (4.86 g, 24.42 mmol) and SnCl2 (16.5 g, 72.36 mmol) in EtOAc was heated at 70° C. overnight. After cooling at rt, the pH was adjusted to 7-8 with satd. aq. NaHCO3. The mixture was extracted with EtOAc, and the organic layer was washed with brine, filtered through diatomaceous earth, and dried over Na2SO4 to provide the title compound, which was used without further purification. ESI-MS (m/z): 170 [M+1]+.

후처리

  1. temperatureAfter cooling at rt
  2. extractionThe mixture was extracted with EtOAc
  3. washthe organic layer was washed with brine
  4. filtrationfiltered through diatomaceous earth
  5. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-fb9a274d3d724005b66f92d11eca9c4f
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440982B2

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